CN102149292A - Extension of beverage shelf-stability by solute-ligand complexes - Google Patents
Extension of beverage shelf-stability by solute-ligand complexes Download PDFInfo
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- CN102149292A CN102149292A CN2009801348207A CN200980134820A CN102149292A CN 102149292 A CN102149292 A CN 102149292A CN 2009801348207 A CN2009801348207 A CN 2009801348207A CN 200980134820 A CN200980134820 A CN 200980134820A CN 102149292 A CN102149292 A CN 102149292A
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/42—Preservation of non-alcoholic beverages
- A23L2/44—Preservation of non-alcoholic beverages by adding preservatives
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F3/00—Tea; Tea substitutes; Preparations thereof
- A23F3/16—Tea extraction; Tea extracts; Treating tea extract; Making instant tea
- A23F3/163—Liquid or semi-liquid tea extract preparations, e.g. gels, liquid extracts in solid capsules
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- Non-Alcoholic Beverages (AREA)
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Abstract
The present invention provides beverage preservative systems and beverage products comprising the beverage preservative systems. The beverage preservative system prevents spoilage by microorganisms in a beverage within a sealed container for a period of at least 16 weeks. The present invention reduces or eliminates the use of conventional preservatives that pose health and/or environmental concerns. In particular, the present invention is directed to a beverage product which comprises a cyclodextrin-antimicrobial complex.
Description
The application requires the priority of the provisional application 61/086,850 of submission on August 7th, 2009, at this it all is incorporated herein by reference.
Technical field
The present invention relates to beverage preservatives system and the beverage products that contains this preservative system.Especially, the present invention relates to have and be suitable for satisfying the beverage preservatives system of consumer the prescription of healthy and environmental protection composition demand.
Background
Numerous food product and beverage products comprise chemical preservative, to prolong the time period of the shelf life extension of product by the growth that suppresses the putrefactive microorganisms (for example, mould, yeast, bacterium) in the product.Yet, have been found that some anticorrisive agents of present use have harmful health and/or ambient influnence, or not sufficiently stable.Therefore, exist the market demand to not comprising these harmful anticorrisive agents and still having the Food ﹠ Drink product that prolongs shelf life.Also exist the demand of consumer to natural component in the Food ﹠ Drink product.
For example, benzoic acid and salt thereof are usually used in the beverage products as anticorrisive agent.Yet benzoic acid and salt thereof can react with ascorbic acid (vitamin C), form benzene, and it is a carcinogen.Light and heat can improve the speed of this reaction, and therefore production and storage beverage product can quicken the formation of benzene under heat or bright conditions.The absorption of benzene is the public health concerned issue in the drinking water, and The World Health Organization (WHO) and several governmental body (mechanism that comprises US and European) set respectively benzene content in the drinking water on be limited to 10ppb, 5ppb and 1ppb.
Ethylenediamine tetra-acetic acid (EDTA) and salt thereof also are the beverage products anticorrisive agents of using always.EDTA is a metal ion chelation agent, and its chelated metal ions also prevents that them from participating in catalytic oxidation.Because the chelating of essential metal in the bacterial outer membrane, the EDTA of rising concentration is poisonous to bacterium.Yet EDTA is not biodegradable, can not be removed in conventional wastewater treatment process.The chelating agent of difficult degradation (as, EDTA) be the environmental concern problem, mainly be because their persistence and strong metal chelating properties.Widely-used and the slow removal under many environmental conditions of EDTA causes it to become the artificial compound of maximum in many European surface waters.It is reported that the EDTA river concentration in Europe is the scope of 10-100 μ g/L, the lake water concentration of EDTA is the scope of 1-10 μ g/L.It is reported that the EDTA concentration of accepting in U.S.'s underground water of discharge of wastewater is the scope of 1-72 μ g/L, and find that EDTA is the influenced tracer of sewage, high more EDTA concentration is corresponding to a high proportion of more recycle-water in the drinking water producing well.
The existence of waste water and surface water middle and high concentration chelating agent has possible that heavy metal is flowed away again from river sediment and the mud handled, although the concentration of low concentration and environmental correclation looks solubility metal is had only very little influence.The chelating agent of rising concentration has improved the transfer of metal (for example, Zn, Cd, Ni, Cr, Cu, Pb, Fe) in soil, and has improved the unfavorable transfer of radioactive metal away from process points.The chelating agent of low concentration can stimulate or reduce planktonic organism or algal grown, and high concentration suppresses active usually.Chelating agent life for many forms when acute exposure is nontoxic; The influence of long-term low-level exposure is unknown.The EDTA that mammal is taken in high concentration has changed the drainage of metal and can influence cell membrane permeability.
Polyphosphate is another kind of common beverage products anticorrisive agent.Yet polyphosphate is unstable and degraded fast at ambient temperature in the aqueous solution.The degraded of polyphosphate causes sense organ problem unsatisfactory in the beverage products, as the change of acidity.In addition, because the anti-microbial effect of the reduction that the polyphosphate concentration that reduces causes, the shelf life of beverage products is affected.
Have some antimicrobial, its combating microorganisms is very effective, but is invalid in beverage, because antimicrobial can not enter in the solution.The present invention relates to be provided for the new preservative system in the beverage, it dissolves antimicrobial, makes that they will be effective in beverage.
The present invention relates to be provided for the new preservative system in the beverage, be harmful to health and/or ambient influnence or lack the substitute of enough stable anticorrisive agent as having of at least a present use.The present invention further provides the new beverage preservative system of sensory effects with improvement.The present invention further provides the preservative system that does not contain benzoic acid and/or reduce the sorbic acid of concentration.There is regulations restrict in some countries to use sorbic acid in the Food ﹠ Drink product, and wherein the concentration of Yun Xuing is lower than its amount that suppresses the putrefactive microorganisms growth needs separately.
General introduction
According to an aspect of the present invention, provide a kind of beverage preservatives system, it comprises: the cyclodextrin of antimicrobial effective dose-antimicrobial compound, the antimicrobial that it comprises cyclodextrin and can form compound with cyclodextrin; PH2.5 to 7.5; Wherein this beverage preservatives system can prevent that the microbial spoilage in the interior beverage of airtight container from reaching the time at least 16 weeks.
According to another aspect of the present invention, a kind of beverage products is provided, it comprises: beverage ingredient and beverage preservatives system, this preservative system comprises: the cyclodextrin of antimicrobial effective dose-antimicrobial compound, this compound comprise cyclodextrin and can form the antimicrobial of compound with cyclodextrin; PH2.5 to 7.5; Wherein this beverage preservatives system can prevent that the microbial spoilage in the interior beverage of airtight container from reaching the time at least 16 weeks.
Those skilled in the art will know these and other aspects, the feature and advantage of the present invention or certain embodiments of the invention from the description of the content of following discloses and exemplary.
Describe in detail
The present invention relates to be particularly suitable for having the preservative system that pH is no more than the beverage of pH7.5, wherein beverage is preserved the time that reached at least 16 weeks.This preservative system comprises cyclodextrin-antimicrobial compound.Found that cyclodextrin can be used to dissolve some water-insoluble biocides, effective preservative system is provided.These useful insoluble antimicrobials of the present invention comprise, for example, propylparaben, Methoxycinnamate and anti-, anti-, 2,4, decadienal.
The present invention can sprout in the beverage corruption that the mycotic spore of trophism form produces effective especially when preventing by the trophism fungal hyphae maybe in being suspended in beverage.The fungi form that suppresses by preservative system comprises the two condition form of yeast, mould and fungi, as at Ye Shi yeast (Yarrowia), Candida (Candida) and may take place in brettanomyce (Brettanomyces).Mycotic spore can not come deactivation by the existence of preservative system of the present invention, but in the presence of of the present invention, sporocyst suppresses and can not sprout, or the trophism form of the mould that forms when sprouting is suppressed, and a spot of cell cycle of can only growing duplicates.
The present invention relates to beverage preservatives system and the beverage products that comprises this preservative system.This preservative system has used excipient (cyclodextrin) to strengthen the availability of some active antimicrobial agent to the microorganism surface.Support the antimicrobial acivity of any molecule by presenting low surface area polarity (TPSA).Statement once more, the polarity that molecule presents is low more, and is high more as the possibility of antimicrobial.Anticorrosion for beverage, problem has appearred in low polarity, because low polarity chemical substance presents the water-soluble of reduction.Because its polarity, water is good solvent.Relatively little hydrone makes many hydrones be centered around around the solute molecule usually.Part negative dipole of water is attracted to the positively charged composition of solute.Similarly, electronegative solute is attracted to the positive dipole of part of water.Therefore, ion or polar substances (acid, pure and mild salt) are containing the very easy dissolving of aqueous phase.Nonpolar molecule be excluded with the interaction of hydrone outside.Exist hydrone interact with each other in the mode of " isolation " apolar substance.This phenomenon reflects hydrone preference hydrogen bond to each other more energetically, rather than the Van der Waals force between participation and the apolar surfaces.The polarity of molecule is low more, and when being suspended in the Aquo System (beverage), molecule combination or the trend of assembling are big more.For the compound of some types, gathering can occur in the air-water interface place, and wherein in fact the nonpolar bigger part of molecule is given prominence to from the surface and entered the air.
Under the situation that such gathering has taken place, there are not analysis that the clustering phenomena that it has been generally acknowledged that takes place or macroscopic evidence (be separated or precipitate).Under these circumstances, material is than actual conditions more " dissolving ".Aggregation can be evenly distributed in (homogeneous) in the solution, but independent molecule is not.If molecule has antimicrobial acivity, surpass at the MIC of compound
CalculateAlways reflect these phenomenons in irrational observation on this surface of the solubility limit of compound.At molecular level, explain this contradiction easily, if 1) compound of non-aggregated forms proved antimicrobial acivity, but the molecule of assembling not have and 2) quantity of molecule has obviously surpassed the quantity of non-gathering molecule in the aggregation.If this phenomenon can limit according to the MIC value of the measured difference of compound in the presence of different solvents (water, DMSO and ethanol).The polarity of DMSO and ethanol is starkly lower than water, therefore should have lower tendency for molecular aggregates.
Form for such aggregation, exist evidence.Thermodynamic limitation could form aggregation when requiring to obtain specific solute density, and aggregation needs 100 molecules of quantity.The molecule that expection is assembled thus is the boundary layer of not stirring of porous organism surface not.Under specific situation, add cyclodextrin and will make the molecule in the aggregation disperse and help to pass the boundary layer of not stirring on microorganism surface.
Found that other insoluble antimicrobials are cyclodextrin when comprising compound a part of, it can dissolve in solution, produces a succession of biology-physics and interacts, and is used to destroy the metabolism of putrefactive microorganisms, makes to prevent its growth.Because cyclodextrin comprises compound antimicrobial is dissolved in the beverage, the growth of the putrefactive microorganisms in the beverage in the airtight container can be suppressed the time that reached at least 16 weeks.In addition, because cyclodextrin can make antimicrobial enter in the solution, if the concentrations of biocide that needs is lower than the concentration of using the conventional preservatives situation.Therefore, the influence of the local flavor of preservative system will reduce or minimize in the beverage, and compares with the beverage that uses conventional preservatives, and beverage products of the present invention has sensory effects preferably surprisingly, comprises local flavor, fragrance and quality preferably.
Growing in Food ﹠ Drink, using the demand of all natural material.Cyclodextrin is a natural materials.The compound that can form compound with cyclodextrin also is obtainable with all natural state.
One aspect of the present invention relates to the interaction between cyclodextrin (part or main body) that forms compound and the material (substrate or object) with antimicrobial acivity, wherein compound presents following feature: use compound to be better than material itself as the reagent that prevents various corrupt biology growings in the beverage preservatives system, can reach the time at least 16 weeks.
Cyclodextrin is generally used for being used for combination drug in medicine and the cosmetics industry.Cyclodextrin can improve decomposition, raising solubility or improve the protection material and avoid the efficient of harmful chemical reaction or the organoleptic effects that alleviates the chemical substance in the cyclodextrin anticorrisive agent compound is provided.For example, by with the compound disagreeable taste that has alleviated nicotine of cyclodextrin, make in pharmaceutical composition, to be used to alleviate material to the tobacco serious hope.In addition, cyclodextrin can reduce the tangible or observed vapour pressure of the volatile materials compound with it.
Do not expect that some Antimicrobe compound is compound with suitable mode and cyclodextrin as beverage preservatives.Not only compound need be compound to be enough to as the content and the cyclodextrin of anticorrisive agent, also will need to keep the stable time that reaches as the anticorrisive agent needs, and do not influence taste or other sensory attribute of product negatively.For example, molecule is coupling collar dextrin (solubility is bigger) easily, still, in case in solution, can from cyclodextrin, not discharge with the quantity that is enough to killing microorganisms.
One aspect of the present invention provides the antimicrobial efficient of improving, the stable concentration of preservatives that needs of the product that reduces, the organoleptic effects of the antimicrobial material of improvement and the antimicrobial of improvement are dissolved in the speed in concentrate solution, married operation or the final beverage.
According to an aspect of the present invention, the chemical substance of one or more Table I will form compound with listed cyclodextrin in one or more Table II.The anti-microbial effect of Table I material is enhanced, and surpasses at cyclodextrin viewed to identical chemical substance in the presence of not.In addition, the chemical stability of Table I material is enhanced, and surpasses at cyclodextrin viewed to identical chemical substance in the presence of not.For example, known sorbic acid degraded fast in the aqueous solution.Should prove more stablely with sorbic acid in the compound of cyclodextrin, and this makes and can use the sorbic acid of low concentration as anticorrisive agent.
In addition, with respect to viewed to identical chemical substance in the presence of not, alleviated the unfavorable organoleptic feature of Table I material at cyclodextrin.
With respect to observed to same substance in the presence of not, can strengthen the rate of dissolution of Table I material at cyclodextrin.For example, known sorbic acid, as acid, entering solution is very slowly, even when directly putting into water.Sometimes, other compositions are added fashionable (as, acid) fast, the weak acid anticorrisive agent as benzoic acid, sorbic acid or cinnamic acid, will " saltout out " from solution.Sorbic acid is degraded fast in the aqueous solution.Usually be easier to enter in the solution and with the compound material of cyclodextrin and carry out with faster rate.
Cyclodextrin is the ring-type oligosaccharides (sugar) with hollow taper spline structure, more as baked donut.For size, hydrophobicity, polarity and surface area, the chemical substance with some physical characteristic can interact with contained functional group in the cyclodextrin cavity, makes guest molecule be surrounded by the ring of cyclodextrin or baked donut.Usually, this interaction is used for covering one or more physics or the chemical feature of guest molecule.To a certain extent, the feature of coverage is disadvantageous for specific function, and compound has and is better than the not advantage of compound molecule.Sometimes, guest molecule also interacts with the side group of cyclodextrin outside.This interaction causes the formation of compound.At this, cyclodextrin is called part or main body, and will be called object or solute with the interactional molecule of cyclodextrin.The ratio of subject and object is generally 1: 1 or 2: 1, but other ratios also are feasible.
Some compound has the activity as antimicrobial, but also has second kind of feature that is unfavorable for them as beverage ingredient, and wherein their major function is the growth that prevents beverage putrefactive microorganisms in specific shelf life process.For example, material has antimicrobial acivity above under the concentration of its solubility in beverage.Another kind of compound can have antimicrobial acivity, but can cause that than it institute might destroy degraded quickly by corrupt organism in Aquo System.
Cyclodextrin has overcome these shortcomings and other problem (taste, stability, to the sensitiveness of light), make can with the compound of cyclodextrin in use specific molecule, in order to prevent the growth of corrupt organism, reach the time at least 16 weeks.
Although the chemical property of cyclodextrin is what to determine very much, about how whether predictive molecule can interact with cyclodextrin molecular forming in the field of compound and interactional degree, brainstrust only has the understanding of limited extent to this.Can the shortcoming that guest molecule is specific overcome for required final result about compound, have understanding still less to what kind of degree.Even still less be appreciated that about compound (subject and object) how with system in other contained interaction between component.Because these situations, the main body-object correlation as anticorrisive agent defined in this is unique and is non-obvious.
One aspect of the present invention relates to preserving to have and is lower than 2.5 to 7.5, the various beverage products of 2.5 to 4.5 pH particularly, the corruption that causes with antagonism yeast, mould and various acid-proof bacteria.Only just can realize the preservation of product by adding chemical reagent described herein, but can also with the store method of pure physical form (as, the radiation of heating, various wavelength, pressure or its combination) replenish the effect of chemical substance.
The pH that reaches the preservative system of himself in the beverage is not relevant especially.Have only very small amount of will the adding in the beverage, and the pH of beverage plays a leading role.The pH that contains the beverage of preservative system can be adjusted to any specific value.Preservative system should work under specific pH.Cyclodextrin, antimicrobial material and comprise compound and can not degrade because of the independent result of pH usually are although the antimicrobial of " comprising " part may be subjected to the influence of pH.
In the mode that causes forming compound two kinds of chemical substances are combined.A kind of chemical substance in the compound is the cyclodextrin of type shown in the Table I.Another kind of chemical substance in the compound is the material with known antimicrobial activity, as listed in the Table II.Yet not all listed antimicrobial is suitable for all temperature ranges.Found that some antimicrobial is particularly suitable for forming compound, and be effective as the beverage preservatives of composite form.
Usually, the existence of compound makes that antimicrobial and cyclodextrin ratios are 1: 1.Yet, can there be other ratios, comprise 1: 2,1: 3,1: 4,2: 1,2: 3 and 3: 1.Fig. 1 has represented the compound of 1: 1 type, and wherein the individual molecule of the chemical substance of Table II (schematically ring structure) is most suitable in the chamber (hollow taper) of the individual molecule of Table I tabulation.
Table I
The representational cyclodextrin form of all cyclodextrin forms
| The cyclodextrin title | Abbreviation |
| Beta-schardinger dextrin- | βCD |
| Alpha-cyclodextrin | αCD |
| Sulfo-butyl ether-beta-schardinger dextrin- | (SBEβCD) |
| HP- | HPβCD |
| Methylated at random beta-schardinger dextrin- | RMβCD |
| Malt-base/two malt-base beta-schardinger dextrin-s | M/DM/βCD |
Table II
The antimicrobial material standed for
| The CAS title | Adopted name | SIGMA catalogue # | MIC?ppm | |
| 1 | 94-18-8 | Benzyl-4-hydroxybenzoate | 54670 | 68 |
| 2 | 104-55-2 | Cinnamic acid | W228605 | 66 |
| 3 | 110861-66-0 | Cyclohexane butyric acid | 228141 | 68 |
| 4 | 21722-83-8 | 2-cyclohexyl ethyl acetate | W234818 | 102 |
| 5 | 112-31-2 | Capraldehyde | W236209 | 47 |
| 6 | 112-30-1 | The 1-capraldehyde | W236500 | 24 |
| 7 | 1504-74-1 | Neighbour-methoxycinnamic aldehyde | W318108 | 58 |
| 8 | 1731-84-6 | The methyl nonanoic acid ester | W272418 | 90 |
| 9 | 25152-84-5 | Instead, anti-, 2,4 decadienals | W313505 | 8 |
| 10 | 112-05-0 | N-nonanoic acid | W278408 | 63 |
| 11 | 104-61-0 | The n-nonanoic acid lactone | W278106 | 63 |
| 12 | 2315-68-6 | Propyl benzoate | 307009 | 66 |
| 13 | 104-67-6 | Undecalactone | U806 | 28 |
| 14 | 112-44-7 | The hendecanal | W309206 | 34 |
| 15 | 101-39-3 | The anti-cinnamic acid of methyl | 112275 | 58.4 |
| 16 | 18031-40-8 | Perillaldehyde | W355704 | 500 |
| 17 | 89-83-8 | Thymol | W306606 | 250 |
| 18 | 103-41-3 | The cinnamic acid benzoic ether | W214205 | ？ |
| 19 | 140-10-3 | Cinnamic acid | W214205 | 300 |
| 20 | 110-44-1 | Sorbic acid | W392103 | 1200 |
| 21 | 99-76-3 | Methyl p-hydroxybenzoate | W271004 | ？ |
| 22 | 94-13-3 | Propylparaben | W295101 | ？ |
| 23 | 89-82-7 | Pluegone(R-)(+) | W296309 | ？ |
| 24 | 106-22-9 | Citronellol | W230901 | ？ |
| 25 | 5392-40-5 | Cital | W230308 | ？ |
| 26 | 97-53-0 | Eugenol | W246700 | ？ |
| 27 | 94-26-8 | Butyl p-hydroxybenzoate | W220302 | ？ |
| 28 | 120-47-8 | Ethyl-para-hydroxybenzoate | 54660 | ？ |
| 29 | 93-15-2 | The eugenol methyl esters | 46110 | ？ |
| 30 | 5989-27-5 | (R)-citrene | W263303 | ？ |
L
1: S
1Compound
Make alphabetical L represent the compound of Table I, alphabetical S represents the compound of Table II, and compound is expressed as L
n: S
n, wherein subscript n is to form the L of compound or the quantity of S.When a L molecule and a S molecule forming composite, for L and S, compound is 1:1, and compound can be abbreviated as L
1S
1Generally speaking, form L
1S
1To be main, but in the ratio of Table I compound, allow to produce slight variation with respect to the Table II compound.Non-the comprising property example of other composite form comprises L
1S
2L
1S
3, or L
2S
1L
3S
1, or L
2S
2And L
3S
3
When forming compound, the chemical substance of Table II presents the different characteristic with the identical not complex form of same compound.With the compound of cyclodextrin in the time, the feature that the Table I compound presents comprises 1) with respect to the chemical substance of free form, what the antimicrobial acivity that compound strengthens, the 2) solubility that strengthens, 3) strengthen is dissolved in speed and 4 in the aqueous solution) stability of chemical substance in beverage that strengthens.The stability that strengthens can reflect to have protected to be avoided the enzyme degraded, has protected and avoided photochemical reaction or protected and avoided physical factor, as heat or pressure, 5) improve or more exhilarating organoleptic feature (fragrance or local flavor).
It is favourable that one or more in these five features are presented in the cyclodextrin-application of antimicrobial compound as the anticorrisive agent in the beverage products.
In the present invention, to about 1000mg/L, about 20mg/L is to about 800mg/L with about 10mg/L for the antimicrobial in the beverage, about 30mg/L is to about 600mg/L, 50mg/L to 500mg/L, about 75mg/L are to about 250mg/L, and about 100mg/L exists to the concentration of about 200mg/L.
Understand as this area is common, term " preservation ", " anticorrisive agent " and " anticorrosion " do not provide avoids corruption, decomposition or variable color standard time section how long with the material preservation.Can there be variation significantly time period for " anticorrosion ", and this depends on main substance.Do not have the described time period, be difficult to maybe can not infer that composition is as " anticorrisive agent " required time period.
As used in this, term " preservation ", " anticorrisive agent " and " anticorrosion " refer to antagonism putrefactive microorganisms growth and the Foods or drinks product or the composition that are protected can suppress the time that putrefactive microorganisms reached at least 16 weeks.Usually, preserve product under environmental condition, this condition comprises all temperature ranges of experiencing in storage, transportation and the displaying process (for example, 0 ℃ to 40 ℃, 10 ℃ to 30 ℃, 20 ℃ to 25 ℃), to being exposed to any time span of giving fixed temperature without limits.
" MIC " is another term (MIC), do not comprise the standard time section in this definition.Usually, MIC has described and has compared the concentration of substrate that can suppress single type growth of microorganism with the positive control that does not contain substrate with measuring.Any given MIC does not show the special time period that these inhibition needs take place.Substrate can present observable MIC in the process 24 hours of experiment, but after 48 hours, does not present measurable MIC with respect to positive control.
Usually, beverage preservatives system of the present invention or beverage products should have about 1.0mM or lower, for example, and about 0.5mM to 0.75mM, the cationic total concentration of chromium, aluminium, nickel, zinc, copper, manganese, cobalt, calcium, magnesium and iron in about 0.54mM or the lower scope.The present invention can choose the treated water of removing metal cation that comprises interpolation wantonly.As with US 6,268,003 instruction is relative, preferred processing method is by physical method, as inverse osmosis and or electricity-deionization.By the processing of chemical method, as US 6,268, instruction in 003 is acceptable, but is not preferred.Use chemical method to reduce the water hardness and cause being unfavorable for specific univalent cation of the present invention described herein usually, for example, the raising of potassium concentration.In some exemplary, handle the water of interpolation by inverse osmosis, electricity-deionization or both, so that the total concentration of chromium, aluminium, nickel, zinc, copper, manganese, cobalt, calcium, magnesium and iron is reduced to about 1.0mM or lower.
Some exemplary of the present invention comprises list-terpenes and/or weak acid, has the octanol/water distribution coefficient Log P in 1.1 to 5.0 scopes separately, has been found that this destroys cell function, as what measure by the method as flow cytometry.Be lower than under 4 the pH, weak acid should mainly exist with its protonated form.The limiting examples of such weak acid is trans cinnamic acid and sorbic acid.The ester that can comprise in addition, hydroxybenzoic acid.In the time of when be included in beverage preservatives system of the present invention and beverage products with chelating agent in,, need be lower than the list-terpenes and/or the weak acid of expection concentration for antiseptic effect.Think that the metal cation by the chelating agent combination just can not be used to degraded list-terpenes and/or weak acid then, and make more these Antimicrobe compounds of porous of cells of microorganisms film.Some exemplary of the present invention comprises that concentration range is about 500mg/L or lower, for example, about 150mg/L or lower, about 25mg/L is to list-terpenes, weak acid or its mixture of about 200mg/L.Some exemplary of the present invention comprises that concentration range is the trans cinnamic acid of about 50mg/L to about 150mg/L.Some exemplary of the present invention comprises that concentration range is the sorbic acid of about 500mg/L to about 800ppm.
The potassium cationic that some exemplary of beverage preservatives system of the present invention or beverage products has minimum level.The shortage of potassium cationic prevents that microorganism from initiatively discharging anticorrisive agent, as the ester of list-terpenes, weak acid and hydroxybenzoic acid, strengthens the anti-microbial effect of these anticorrisive agents thus.This factor is one of the processing of preferably adding water why reason that should not comprise the chemical method (as ion-exchange) that causes the potassium concentration that improves.In some exemplary, the concentration of potassium ion is about 150mg/L or lower, for example, and about 75mg/L or lower, about 15mg/L or lower.
Beverage products according to the present invention comprises beverage and the carbonated beverage of not inflating.At this, the term carbonated beverage comprises any combination of the water, juice, spices and the sweetener that are intended as no pure liquid edible, and is made into the CO with 0.2 volume
2Or higher gas concentration lwevel.Term " CO
2Volume " be interpreted as that expression absorbs the content of the carbon dioxide to the liquid, wherein under 25 ℃, a volume CO
2Equal 1.96 gram carbon dioxide (CO
2)/rise product (0.0455M).Non-the comprising property example of carbonated beverage comprises seasoning soda water, juice, cola, lemon-bitter orange, ginger ale and root beer beverage, it is carbonated in the mode of soft drink, and from metabolic active substance (as, vitamin, amino acid, protein, carbohydrate, lipid or its polymer) existence the beverage of health or the good benefit of health is provided.Such product can also be prepared, comprise milk, coffee or tea or other plant solid.Can also prepare these beverages and comprise one or more nutrient drugs.At this, " nutrient drug " is to have demonstrated the general or specific health advantages with minimum level or the material of health good feel, as proving in professional journals or textbook.Yet nutrient drug is not the medical conditions that must work and cure or prevent particular type.
At this, term " beverage of not inflating " is intended to the water that eats in the mode of not having pure liquid beverage and any combination of batching, and it has the carbon dioxide that is not higher than 0.2 volume.Non-the comprising property example of the beverage of not inflating comprises the conc forms of seasoning water, tea, coffee, nectar, mineral beverage, sports drink, vitamin water, the beverage that contains juice, punch or these beverages, and contains the beverage concentrates at least about 45% weight juice.Such beverage can replenishing vitamins, amino acid, based on the material of protein, based on the material of carbohydrate or based on the material of lipid.As described, the present invention includes the product that contains juice, no matter carbonated or do not inflate." contain the juice beverage " or " juice beverage ", with do not inflate or carbonation irrelevant, be the product that contains some or all compositions of fruit, vegetables or nut or its mixture, these compositions are suspended in the natural liquid part of fruit or make in the natural liquid composition that is dissolved in fruit.
When this used, term " vegetables " comprised fruit and non-fruit but edible part, as stem tuber, leaf, crust, and if do not point out any cereal, nut, beans and the seedling bud that provide as juice or drinks seasoning agents in addition.Unless local, national or regional management organization points out, otherwise the selective removal of some material (pulp, pectin etc.) does not constitute the doping of juice.
For example, juice product and juice beverage can be available from apples, european cranberry, pears, peach, Lee, apricot, grape, cherry, gooseberry, raspberry, dayberry, blackberry, blueberry, blueberry, strawberry, lemon, orange, grape fruit, passionflower, citrus, damson, tomato, romaine lettuce, celery, spinach, cabbage, Chinese celery, dandelion, rheum officinale, carrot, beet, cucumber, pineapple, manaca, coconut, pomegranate, guava, Chinese grooseberry, mango, papaya, watermelon, Momordica grosvenori, muskmelon, pineapple, banana or banana puree, lemon, mango, papaya, bitter orange, citrus and composition thereof.Preferred juice is citrus juice, and most preferred is non-citrus juice, apple, pears, european cranberry, strawberry, grape, papaya, mango and cherry.
The sap concentration of not all scope can be used.If the existence of special metal cationic substance does not surpass, the present invention can be used to preserve the prescription of 100% juice basically.Another kind of possibility is to handle juice in the mode that reduces special metal cationic substance concentration.There is identical problem in juice beverage for containing at least 95% juice usually.Contain up to the prescription of 10% sap concentration and can preserve, and determine to contain and be lower than 10% juice or be lower than 5% beverage and can be preserved well by the present invention by the present invention.Beverage concentrates by conventional method, is concentrated into about 80 ° of Brix with fruit juice from about 20 ° of Brix if desired.Beverage concentrates is 40 ° of Brix or higher (about 40% to about 75% sugared solid) normally.
Usually, beverage will have the acidity of particular range.The acidity of beverage is to decide from the tendency that acid dissociation comes out with the sour proton that combines when entering solution by the type of acidulant, concentration and acid to a great extent.Have any solution that 0-14 can measure pH and have certain acidity measurement value.Yet those pH are lower than 7 solution and are generally understood as acidly, and those that be higher than pH7 are interpreted as alkalescence.Acidulant can be an organic or inorganic.Organic acid nonexcludability example is citric acid, malic acid, ascorbic acid, tartaric acid, lactic acid, gluconic acid and butanedioic acid.The nonexcludability example that inorganic acid is arranged is list-and two-sylvite of phosphate cpd and these acid.(list of phosphoric acid-have at least one proton that acidity can be provided) with two-sylvite.
Can be with the salt combination of various acid and identical or different acid, so that the pH or the buffer capacity of beverage are regulated and control to specific pH or pH scope.The present invention can be worked being low to moderate under 2.6 the pH, but along with pH is increased to pH 3.8 from 2.6, the present invention will play best effect.The invention is not restricted to acidulant type used in the acidified product, as long as the final pH of product is no more than pH4.5.In fact, can use any acylate, so long as edible and can not produce peculiar smell.The selection of salt or salt mixture will be selected by solubility and taste.Citrate, malate and ascorbate produce absorbable compound, think that its local flavor is very acceptable, particularly in fruit drink.Tartaric acid is acceptable, and particularly in grape juice beverage, lactic acid also is like this.LCFA can be used, but local flavor and water-soluble may be influenced.For all basically purposes, malate, gluconate, citrate and ascorbate part just can satisfy.
Some exemplary of beverage products of the present invention comprises motion (electrolyte balance) beverage (carbonated or not carbonated).Common sports drink contains water, sucrose syrup, glucose-fructose syrup and natural or artificial essence.These beverages can also contain sodium chloride, citric acid, natrium citricum, monopotassium phosphate and other natural or manmade materials, and these materials are used for replenishing the balance of electrolyte loss in the perspire process.
In some exemplary, the present invention also comprises the drink formula that has replenished liposoluble vitamin.The nonexcludability example of vitamin comprises liposoluble vitamin E or its ester, vitamin A or its ester, vitamin K and cholecalciferol, especially vitamin E and alpha-tocopherol acetate.The form of fill-in can be powder, gel or liquid or its combination.Can add liposoluble vitamin with the nourishing amount, that is, be enough to replacement beverage (as, juice or milk) in naturally occurring but in process, run off or the vitamin of inactivation.Can also add liposoluble vitamin with the amount of replenishing in the nutrition, that is,, think the content that children or adult can take in, be preferably about to three times of RDA (recommendation daily intaking amount) based on RDA and other such standards.Other vitamins that can add in the beverage comprise Cobastab hydrochloric acid, pantothenic acid, folic acid, vitamin D, vitamin E, Cobastab and thiamine.These vitamins add with 10% to 300%RDA level.Will be appreciated that the guest molecule or the compound that may have some types, wrap up in micella, liposome or the fat globule to particular type, but this is only to characterize based on each different situation.
Replenishers: the present invention may be subjected to the influence that the replenishers of some type exist, but is not absolute, and also will be different between drink formula and drink formula.The affected degree of the present invention will depend on the character of replenishers and as a supplement agent have the cationic concentration of special metal in the resulting beverage of result.For example, calcium complement agent may influence the present invention, but does not arrive the identical degree of chromium replenishers.Can add calcium complement agent, to the degree that does not surpass the total calcium concentration of key value (for example, the molar concentration of two phosphonic acids in 1/3 to 1/2 the beverage).The calcium source suitable mutually with the present invention comprises calcium organic acid compound.Wherein preferred calcium source is " calcium citrate-malate ", as authorizes the U.S. Pat 4,786 of Nakel etc. (1988), 510 and U.S. Pat 4,786,518 and the U.S. Pat 4 that authorizes Heckert (1988), described in 722,847.Other calcium sources suitable mutually with the present invention comprise calcium acetate, calcium tartrate, calcium lactate, calcium malate, calcium citrate, calcium phosphate, calcium orotate and composition thereof.Can also comprise calcium chloride and calcium sulfate; Yet under higher level, they are tasted astringent taste.
Perfume ingredient: the essence that can contain any kind according to beverage products of the present invention.Perfume ingredient of the present invention contains the essence that is selected from artificial, natural essence, plant essence, fruit essence and composition thereof.Term " plant essence " refers to the essence of a part that is derived from fruit plant in addition; That is, be derived from beans, nut, bark, root and leaf.What term " plant essence " also comprised is the essence of synthetic preparation, makes the plant essence of dummy source from natural origin.The example of these essence comprises cocoa, chocolate, vanilla, coffee, cola, tea etc.Plant essence can be derived from natural origin, as essential oil and extract, maybe can synthesize and makes.Term " fruit essence " refers to those essence that are derived from phanerogamous edible reproduction part, especially has the sort of of the hesperidium meat that links to each other with seed.Also being included in the term " fruit essence " is the essence of synthetic preparation, makes the fruit essence of dummy source from natural origin.
Also can use the artificial essence.Artificial essence's nonexcludability example comprises that chocolate, strawberry, vanilla, cola or simulation can be used to prepare the artificial essence that seasoning becomes the natural essence of fruity unaerated or carbonated drink.The certain content (" local flavor enhancing ") that can effectively influence the flavour characteristic perfume ingredient of beverage mix of the present invention can depend on selected essence, the required local flavor impression and the form of perfume ingredient.Perfume ingredient can account at least 0.005% weight of beverage composition for treating dental erosion.
Based on various situation, beverage preservatives system according to the present invention is suitable mutually with the beverage that preparation contains water-based essence.As used in this, term " water-based essence " refers to water-soluble fragrance and the aroma materials that is derived from fruit juice.The essence that water-based essence can be fitted fractionation, be concentrated or seal, or be rich in the composition of interpolation.As used in this, term " essential oil " refers to oil or the water-insoluble part available from the fragrance and the fragrance volatile materials of juice.The orange essential oil is the oiliness part of separating from the water-based essential oil that obtains by the orange juice evaporation.Essential oil can be fractionation, that concentrate or enrichment.As used in this, term " peel oil " refers to fragrance and the fragrance matter that is derived from orange and other citrus, and is made up of the terpene hydrocarbon to a great extent, for example, and aliphatic aldehydes and ketone, the terpene of oxidation and sequiterpene.About 0.002% to about 1.0% water-based essence and essential oil are used for citrus flavor juice.
Sweetener component: the present invention is not subjected to the influence of the type or the concentration of sweetener.Sweetener can be any sweetener that is generally used in the beverage.Sweetener can comprise monose or disaccharide.Expection is subjected to the purity to a certain degree of metal cation pollution effect.Can also use peptide with sweet taste.The most frequently used steamed bun stuffed with sugar is drawn together sucrose, fructose, glucose, maltose and lactose and inertia sugar.Can use these sugared mixtures.Lower or higher if desired sugariness can be used other natural carbohydrates.Also can use the natural sweetener that forms the other types of structure by carbon, hydrogen and oxygen, for example, content rebaudioside-A, stevioside, Momordica grosvenori, Momordica grosvenori saponin V, monatin.The present invention is also suitable mutually with artificial sweetener.For example, artificial sweetener comprises asccharin, cyclamate, acesulfame potassium, the Momordica grosvenori saponin, L-aspartyl-L-phenylalanine lower alkyl esters sweetener (for example, Aspartame), be disclosed in the U.S. Pat 4 of Brennan etc., 411, L-aspartoyl-D-ala amide in 925 (1983), be disclosed in the U.S. Pat 4 of Brennan etc., 399, L-aspartoyl-D-serine amides in 163 (1983), be disclosed in the U.S. Pat 4 of the Brand that authorizes December 21 nineteen eighty-two, 338, L-aspartoyl in 346-L-1-methylol alkanamides sweetener, be disclosed in the U.S. Pat 4,423 of Rizzi, the L-aspartoyl-1-hydroxyethyl alkanamides sweetener in 029 (1983), be disclosed in L-aspartoyl-D-phenyl glycine esters in the european patent application 168,112 of disclosed J.M.Janusz on the 15th January in 1986 and acid amides sweetener etc.Particularly preferred sweetener is an Aspartame.Effective sweetener quantity depends on used particular sweetener and required sweetness intensities in the beverage mix of the present invention.
Head space atmosphere: the existence of air does not have measurable influence to composition of the present invention in the beverage products head space.The existence of carbon dioxide that oxygen discharges or other gas (nitrogen, nitrous oxide etc.) is made to use the chemical preservative that uses with chelating agent that reduces concentration from beverage.Type and the required chelating agent concentration of content Lay decision by the metal cation that exists in the beverage products only.
Following examples are particular of the present invention, but are not to be used for limiting the present invention.Any referred in this patent documentation is used for all purposes with its whole introducing.
Embodiment
The present invention recognizes about cyclodextrin and presents interactional various standards between the molecule of antimicrobial acivity.In preparation embodiment, consider following factor.
At first, the molecule that is comprised by cyclodextrin must demonstrate and present antimicrobial acivity.The intent of the present invention is to use these compounds of least concentration as far as possible, and does not influence the requirement of stable at least 16 time-of-weeks of product.Another feature of the present invention is to cover the organoleptic effects of the compound that presents antimicrobial acivity.
Secondly, molecule must have with cyclodextrin cavity in the suitable mutually volume size of available space.For α, β, γ cyclodextrin, 3 class cyclodextrin are with cubic angstroms
The volume that calculates respectively does for oneself 174,262 and 472.Listed whole compounds have and are lower than in the Table III
Volume calculated.
The 3rd, candidate compound must prove the nonpolar structure of measurable degree.This can be from square angstroms
The calculating of the topological polar surfaces of unit representation long-pending (TPSA) is estimated.TPSA is the summation that the surface of polarity atom (hydrogen that is generally oxygen, nitrogen and is connected) is shared.TPSA can determine molecular physics state or active active one of (QSAR) factor of being correlated with of many D-M (Determiner-Measure) constructions.Most preferred TPSA value be 1 to
Not too preferred, but also can measure, be
The TPSA value.Although not too preferred,＞100 TPSA does not get rid of the candidate of molecule fully.For example, as present the chloramphenicol molecule of high relatively TPSA value (115.378), but other QSAR factors allow chloramphenicol with beta cyclodextrin relative good grade of fit to be arranged.The highest TPSA of any compound is in the Table III
Majority of compounds presents and is lower than
TPSA.
The 4th, candidate compound presents low relatively water-soluble usually.The solubility of candidate compound at first characterizes by using general solubility equation (Yalkowsky) to calculate.The candidate compound that is used for complexing should have the solubility values (LogS) of following unit:
-5＜LogS＜-3
Not too preferred, but still obvious acceptable, be following LogS scope:
-5＜LogS＜-2.0
Not too preferred, but still acceptable is following LogS scope:
-5＜LogS＜-1.0
About 3 candidate compounds present LogS＜-3.00.Only about half of compound presents LogS＜-2.00, and remaining candidate compound presents-and 2＜LogS＜-1.0.
In each following embodiment, the time of cultivation was 16 weeks, and this relates to the standard pallet phase of the beverage of distribution at ambient temperature.Be shorter than time in 16 weeks if chemical substance is a growth-delaying, then can not satisfy the needs of manufacturer.Be used to prevent that the concentration of corrupt chemical substance is often registered as MIC (MIC).The MIC value that is used as the candidate compound of beverage preservatives is to make beverage can keep not having the material standed for concentration of corrupt 16 time-of-weeks.Many natural materials with antifungal activity, tend in Aquo System (as, beverage) as essential oil and present limited solubility.The solubility limit of many such compounds has hindered them as anticorrisive agent.Except as otherwise noted, otherwise the MIC value surpasses the restriction of solubility.The present invention can use other disabled natural or synthetic antimicrobial materials as anticorrisive agent.
Embodiment 1
The high acid beverage system of pattern (pH＜4.6) that has prepared 10% juice content is with the propylparaben of testing non-composite form or as alpha (α) or beta (β) cyclodextrin-the comprise effect of (compound) form.The base set of every liter of pattern beverage becomes:
| The pattern beverage ingredient | Content in the beverage |
| Glucose | 5.2％ |
| Sucrose | 6.8％ |
| Fructose | 0.2％ |
| Malic acid | 0.05％ |
| Natrium malicum | 0.04％ |
| Cider concentrate 70Brix | 0.143% (producing 10% single intensity) |
| Calcium chloride dihydrate | 0.0039％ |
| Magnesium chloride hexahydrate | 0.0027％ |
| The water that inverse osmosis is handled | Balance |
In above pattern beverage system (pH3.4), propylparaben presents the solubility limit of 368mg/L.Under this concentration, propylparaben is invalid as independent chemical preservative in the test beverage.When offering beverage with the form with α or beta cyclodextrin compound, the solubility of propylparaben is extended to up to 780mg/L.The amount that suppresses the propylparaben in the cyclodextrin complexes of 3 kinds of different spoilage yeast growth needs is: when with the beta cyclodextrin compound tense, 600mg/L, and when and α cyclodextrin compound tense, 510mg/L.The propylparaben concentration that is enough to suppress corrupt biology growing in the composite form needs 15mmol (1.45%) alpha-cyclodextrin or 4mmol (0.56%) beta-schardinger dextrin-.In the research used yeast strain be saccharomyces cerevisiae (
Saccharomyces Cerevisiae), the Bai Shi Zygosaccharomyces (
Zygosaccharomyces Balii) and two spore Zygosaccharomyceses (
Zygosaccharomyces Bisporus).
Embodiment 2
Prepared pattern low acid beverages system (pH 〉=4.6), with the propylparaben of testing non-composite form or as alpha (α) or beta (β) cyclodextrin-the comprise effect of (compound) form with high water activity (＞0.97).The base set of every liter of pattern beverage becomes:
| The pattern beverage ingredient | Content in the beverage |
| Sucralose | 0.006％ |
| Acesulfame potassium potassium | 0.004％ |
| Folic acid | 0.002％ |
| Alpha-tocopherol acetate | 0.002％ |
| Defoamer | 0.01％ |
| Ascorbic acid | 0.02％ |
| Melon essence | 0.0019％ |
| Succinate | 0.0017％ |
| Sodium succinate | 0.0047％ |
| Calcium chloride dihydrate | 0.0039％ |
| Magnesium chloride hexahydrate | 0.0027％ |
| The water that inverse osmosis is handled | Balance |
In above pattern beverage system (pH5.8), propylparaben presents the solubility limit of 426mg/L.Under this concentration, propylparaben is invalid as independent chemical preservative in the test beverage.When offering beverage with the form with α or beta cyclodextrin compound, the solubility of propylparaben is extended to up to 750mg/L.The amount that suppresses the propylparaben in the cyclodextrin complexes of 3 kinds of different spoilage yeast growth needs is: when with the beta cyclodextrin compound tense, 650mg/L, and when and α cyclodextrin compound tense, 510mg/L.The raising that is enough to suppress the propylparaben solubility of corrupt biology growing in the composite form needs 15mmol (1.45%) alpha-cyclodextrin or 4mmol (0.56%) beta-schardinger dextrin-.In the research used yeast strain be saccharomyces cerevisiae (
Saccharomyces Cerevisiae), the Bai Shi Zygosaccharomyces (
Zygosaccharomyces Balii) and two spore Zygosaccharomyceses (
Zygosaccharomyces Bisporus).
Embodiment 3
The high acid beverage system of pattern (pH＜4.6) that has prepared 10% juice content is with the Methoxycinnamate of testing non-composite form or as alpha (α) or beta (β) cyclodextrin-the comprise effect of (compound) form.The base set of every liter of pattern beverage becomes:
| The pattern beverage ingredient | Content in the beverage |
| Glucose | 5.2％ |
| Sucrose | 6.8％ |
| Fructose | 0.2％ |
| Malic acid | 0.05％ |
| Natrium malicum | 0.04％ |
| Grape juice concentrate 65Brix | 0.154% (producing 10% single intensity) |
| Calcium chloride dihydrate | 0.0039％ |
| Magnesium chloride hexahydrate | 0.0027％ |
| The water that inverse osmosis is handled | Balance |
In above pattern beverage system (pH3.4), Methoxycinnamate presents the solubility limit of 498mg/L.Under this concentration, Methoxycinnamate is invalid as independent chemical preservative in the test beverage.When offering beverage with the form with α or beta cyclodextrin compound, the solubility of Methoxycinnamate is extended to up to 3690mg/L.The amount that suppresses the Methoxycinnamate in the cyclodextrin complexes of 3 kinds of different spoilage yeast growth needs is: when with α cyclodextrin compound tense, 800mg/L, and when and beta cyclodextrin compound tense, 420mg/L.There is precedent, when wherein providing, proved the antifungal efficacy that improves as cyclodextrin complexes.The raising that is enough to suppress the Methoxycinnamate solubility of corrupt biology growing in the composite form needs 15mmol (1.45%) alpha-cyclodextrin or 4mmol (0.56%) beta-schardinger dextrin-.
Need the alpha-cyclodextrin of 10mmol (0.9%) or the beta-schardinger dextrin-of 3mmol (0.34%) that enough Methoxycinnamate concentration is provided.In the research used yeast strain be saccharomyces cerevisiae (
Saccharomyces Cerevisiae), the Bai Shi Zygosaccharomyces (
Zygosaccharomyces Balii) and two spore Zygosaccharomyceses (
Zygosaccharomyces Bisporus).
Embodiment 4
Prepared pattern low acid beverages system (pH 〉=4.6), with the methoxy cinnamic acid of testing non-composite form or as alpha (α) or beta (β) cyclodextrin-the comprise effect of (compound) form with high water activity (＞0.97).The base set of every liter of pattern beverage becomes:
| The pattern beverage ingredient | Content in the beverage |
| The tea solid | 0.15％ |
| Honey particles | 0.03％ |
| Essence | 0.15％ |
| Pectin | 0.01％ |
| Ascorbic acid | 0.01％ |
| Ethylenediamine tetra-acetic acid | 0.003％ |
| Succinate | 0.007％ |
| Sodium succinate | 0.0057％ |
| Sucralose | 0.006％ |
| Acesulfame potassium potassium | 0.004％ |
| Calcium chloride dihydrate | 0.0039％ |
| Magnesium chloride hexahydrate | 0.0027％ |
| The water that inverse osmosis is handled | Balance |
In above pattern beverage system (pH5.3), Methoxycinnamate presents the solubility limit of 600mg/L.Under this concentration, Methoxycinnamate is invalid as independent chemical preservative in the test beverage.When offering beverage with the form with α or beta cyclodextrin compound, the solubility of Methoxycinnamate is extended to up to 3411mg/L.The amount that suppresses the Methoxycinnamate in the cyclodextrin complexes of 3 kinds of different spoilage yeast growth needs is: when with α cyclodextrin compound tense, 800mg/L, and when and beta cyclodextrin compound tense, 420mg/L.There is precedent, wherein when providing, proved the antifungal efficacy that strengthens as cyclodextrin complexes.Need the alpha-cyclodextrin of 10mmol (0.9%) or the beta-schardinger dextrin-of 3mmol (0.34%) that enough Methoxycinnamate concentration is provided.In the research used yeast strain be saccharomyces cerevisiae (
Saccharomyces Cerevisiae), the Bai Shi Zygosaccharomyces (
Zygosaccharomyces Balii) and two spore Zygosaccharomyceses (
Zygosaccharomyces Bisporus).
Embodiment 5
The high acid beverage system of pattern (pH＜4.6) that has prepared 10% juice content, testing the anti-of non-composite form, anti-2,4 decadienals or as alpha (α) or beta (β) cyclodextrin-the comprise effect of (compound) form.The base set of every liter of pattern beverage becomes:
| The pattern beverage ingredient | Content in the beverage |
| Glucose | 5.2％ |
| Sucrose | 6.8％ |
| Fructose | 0.2％ |
| Malic acid | 0.05％ |
| Natrium malicum | 0.04％ |
| Grape juice concentrate 65Brix | 0.076% (producing 5% single intensity) |
| Cider concentrate 70Brix | 0.072% (producing 5% single intensity) |
| Calcium chloride dihydrate | 0.0039％ |
| Magnesium chloride hexahydrate | 0.0027％ |
| The water that inverse osmosis is handled | Balance |
In above pattern beverage system (pH3.4), anti-, anti-2,4 decadienals present the solubility limit of 5.4mg/L.Under this concentration, anti-, anti-2,4 decadienals are invalid as independent chemical preservative in the test beverage.When offering beverage with the form with α or beta cyclodextrin compound, anti-, the solubility of anti-2,4 decadienals is extended to up to 280mg/L.Suppress anti-in the cyclodextrin complexes of 3 kinds of different spoilage yeast growth needs, the amount of anti-2,4 decadienals is: when with α cyclodextrin compound tense, 60mg/L, and when and beta cyclodextrin compound tense, 125mg/L.Be enough in the composite form suppress the anti-of corrupt biology growing, the concentration of anti-2,4 decadienals needs 15mmol (1.45%) alpha-cyclodextrin or 4mmol (0.56%) beta-schardinger dextrin-.In the research used yeast strain be saccharomyces cerevisiae (
Saccharomyces Cerevisiae), the Bai Shi Zygosaccharomyces (
Zygosaccharomyces Balii) and two spore Zygosaccharomyceses (
Zygosaccharomyces Bisporus).
Embodiment 6
Prepared pattern low acid beverages system (pH 〉=4.6) with high water activity (＞0.97), testing the anti-of non-composite form, anti-2,4 decadienals or as alpha (α) or beta (β) cyclodextrin-the comprise effect of (compound) form.The base set of every liter of pattern beverage becomes:
| The pattern beverage ingredient | Content in the beverage |
| The tea solid | 0.15％ |
| Honey particles | 0.03％ |
| Essence | 0.15％ |
| Pectin | 0.01％ |
| Ascorbic acid | 0.01％ |
| Ethylenediamine tetra-acetic acid | 0.003％ |
| Succinate | 0.007％ |
| Sodium succinate | 0.0057％ |
| Sucralose | 0.006％ |
| Acesulfame potassium potassium | 0.004％ |
| Calcium chloride dihydrate | 0.0039％ |
| Magnesium chloride hexahydrate | 0.0027％ |
| The water that inverse osmosis is handled | Balance |
In above pattern beverage system (pH5.3), anti-, anti-2,4 decadienals present the solubility limit of 5.8mg/L.Under this concentration, anti-, anti-2,4 decadienals are invalid as independent chemical preservative in the test beverage.When offering beverage with the form with α or beta cyclodextrin compound, anti-, the solubility of anti-2,4 decadienals is extended to up to 280mg/L.Suppress anti-in the cyclodextrin complexes of 3 kinds of different spoilage yeast growth needs, the amount of anti-2,4 decadienals is: when with α cyclodextrin compound tense, 57mg/L, and when and beta cyclodextrin compound tense, 123mg/L.Need 5mmol (0.49%) alpha-cyclodextrin or 4mmol (0.45%) beta-schardinger dextrin-that enough methoxyl group meat esters of silicon acis concentration is provided.In the research used yeast strain be saccharomyces cerevisiae (
Saccharomyces Cerevisiae), the Bai Shi Zygosaccharomyces (
Zygosaccharomyces Balii) and two spore Zygosaccharomyceses (
Zygosaccharomyces Bisporus).
The summary of embodiment
Propylparaben presents the solubility limit of 368-426mg/L in beverage.Under this concentration, propylparaben is invalid as independent chemical preservative in the test beverage.When offering beverage with form with α or beta cyclodextrin compound, the solubility of propylparaben is extended to up to 750mg/L, and this has surpassed the amount (510-600ppm) of the propylparaben in the compound that suppresses 3 kinds of different spoilage yeast growth needs.
Methoxyl group meat esters of silicon acis presents the solubility limit of 498-600mg/L in beverage.Under this concentration, methoxyl group meat esters of silicon acis is invalid as independent chemical preservative in the test beverage.When offering beverage with form with α or beta cyclodextrin compound, the solubility of methoxyl group meat esters of silicon acis is extended to up to 3600mg/L, and this has surpassed the amount (400-807ppm) of the methoxyl group meat esters of silicon acis in the compound that suppresses 3 kinds of different spoilage yeast growth needs.When with the beta cyclodextrin compound tense, MIC obviously reduces to 400mg/L from＞600mg/L, this is beyond example.Without being limited by theory, but think that the compound of the compound species that form with cyclodextrin can more easily pass unbroken water (border) layer of the corrupt organism of parcel.
Instead, anti-2,4 decadienals present the solubility limit of 57mg/L in beverage.Under this concentration, anti-, anti-2,4 decadienals are invalid as independent chemical preservative in the test beverage.When offering beverage with form with α or beta cyclodextrin compound, anti-, anti-2, the solubility of 4 decadienals is extended to up to 280mg/L, this has surpassed anti-in the compound that suppresses 3 kinds of different spoilage yeast growth needs, the amount of anti-2,4 decadienals (57-124ppm).
Claims (18)
1. beverage comprises:
Beverage ingredient;
The cyclodextrin of antimicrobial effective dose-antimicrobial compound, the antimicrobial that it comprises cyclodextrin and can form compound with cyclodextrin;
2.5 pH to 7.5;
Wherein when placing beverage in the airtight container, the corruption that this beverage is not subjected to microorganism basically reaches the time at least 16 weeks.
2. the beverage of claim 1, wherein cyclodextrin is selected from beta-schardinger dextrin-, alpha-cyclodextrin, sulfo-butyl ether beta-schardinger dextrin-, hydroxypropyl, methylate beta-schardinger dextrin-, malt-base/two malt-base beta-schardinger dextrin-s at random.
3. the beverage of claim 1, wherein cyclodextrin is selected from beta-schardinger dextrin-and alpha-cyclodextrin.
4. the beverage of claim 1, wherein antimicrobial is selected from instead, anti-2,4 decadienals, propylparaben and Methoxycinnamate.
5. the beverage of claim 1, wherein antimicrobial is selected from butyl p-hydroxybenzoate, sorbic acid and cinnamic acid.
6. the beverage of claim 1, the pH with 2.5 to 5.6 scopes.
7. the beverage of claim 1, the pH with 2.5 to 4.6 scopes.
8. the beverage of claim 1, wherein antimicrobial is to exist to the amount of about 1000mg/L at least about 10mg/L.
9. the beverage of claim 1, wherein antimicrobial is to exist to the amount of about 250mg/L at least about 25mg/L.
10. the beverage of claim 1 further comprises chelating agent.
11. the beverage of claim 10, wherein chelating agent is EDTA or EDDS or its mixture.
12. the beverage of claim 1 further comprises at least a polyphosphate or two phosphonic acids.
13. the beverage of claim 1, wherein the metal cation of chromium, aluminium, nickel, zinc, copper, manganese, cobalt, calcium, magnesium and iron exists with 1.0mM or lower total concentration.
14. the beverage of claim 1, wherein the metal cation of chromium, aluminium, nickel, zinc, copper, manganese, cobalt, calcium, magnesium and iron exists with the total concentration of 0.5mM to 0.75mM scope.
15. the beverage of claim 1, wherein potassium cationic exists with the concentration of 150mg/L or lower scope.
16. the beverage of claim 1, wherein beverage ingredient comprises following at least a: the water of interpolation, juice, essence, sweetener, acid, pigment, vitamin, buffer, thickener, emulsifying agent and defoamer.
17. the beverage of claim 1, wherein juice is the fruit juice from following at least a fruit: orange, grape fruit, lemon, bitter orange, citrus, apple, grape, european cranberry, raspberry, blueberry, strawberry, pineapple, pears, peach, pomegranate, Lee, cherry, mango, papaya, lichee and guava.
18. the beverage of claim 1, wherein beverage is soda, noncarbonated beverage products, soft drink, fruit juice, fruit juice flavouring beverages, fruit-flavored beverage, energy drink, hydration beverage, sports drink, healthy beverage, spring beverage, refrigeration instant beverage, refrigeration soda, liquid concentrate, coffee beverage, tea beverage, milk beverage, soybean beverage, vegetable beverage, seasoning water, fortified water or alcoholic beverage.
Applications Claiming Priority (3)
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| US8685008P | 2008-08-07 | 2008-08-07 | |
| US61/086,850 | 2008-08-07 | ||
| PCT/US2009/051803 WO2010017050A1 (en) | 2008-08-07 | 2009-07-27 | Extension of beverage shelf-stability by solute-ligand complexes |
Publications (1)
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| CN102149292A true CN102149292A (en) | 2011-08-10 |
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| US (1) | US20100040738A1 (en) |
| EP (1) | EP2312958A1 (en) |
| JP (1) | JP2011530286A (en) |
| CN (1) | CN102149292A (en) |
| AR (1) | AR072916A1 (en) |
| BR (1) | BRPI0916876A2 (en) |
| CA (1) | CA2733455A1 (en) |
| MX (1) | MX2011001516A (en) |
| RU (1) | RU2465790C1 (en) |
| WO (1) | WO2010017050A1 (en) |
Cited By (2)
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|---|---|---|---|---|
| CN104161040A (en) * | 2014-06-27 | 2014-11-26 | 中国人民解放军第三军医大学第一附属医院 | Hydroxypropyl-beta-cyclodextrin supermolecule clathrate compound of butyl p-hydroxybenzoate, and preparing method and using method thereof |
| CN104222080A (en) * | 2014-06-27 | 2014-12-24 | 中国人民解放军第三军医大学第一附属医院 | Propyl p-hydroxybenzoate and hydroxypropyl-beta-cyclodextrin supermolecular inclusion complex and preparation method and using method of inclusion complex |
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| US8293299B2 (en) | 2009-09-11 | 2012-10-23 | Kraft Foods Global Brands Llc | Containers and methods for dispensing multiple doses of a concentrated liquid, and shelf stable Concentrated liquids |
| US20140335251A1 (en) * | 2011-12-13 | 2014-11-13 | Firmenich Sa | Antifungal flavoring compositions |
| US11013248B2 (en) | 2012-05-25 | 2021-05-25 | Kraft Foods Group Brands Llc | Shelf stable, concentrated, liquid flavorings and methods of preparing beverages with the concentrated liquid flavorings |
| CA2897483C (en) * | 2013-01-31 | 2017-08-29 | Pepsico, Inc. | Beverage preservative system based on pimaricin and headspace gas |
| US20140342044A1 (en) * | 2013-05-14 | 2014-11-20 | Pepsico, Inc. | Compositions and Comestibles |
| US9421793B2 (en) * | 2014-06-26 | 2016-08-23 | Cellresin Technologies, Llc | Electrostatic printing of cyclodextrin compositions |
| US11944111B2 (en) | 2015-02-20 | 2024-04-02 | Pepsico., Inc. | Stabilizing sorbic acid in beverage syrup |
| JP6910952B2 (en) * | 2015-10-21 | 2021-07-28 | 三栄源エフ・エフ・アイ株式会社 | Milk-containing coffee beverage |
| JP2017155046A (en) * | 2017-04-05 | 2017-09-07 | イーストポンド・ラボラトリーズ・リミテッド | Cell hydration composition comprising cyclodextrin |
| CA3099794A1 (en) * | 2018-06-01 | 2019-12-05 | Stokely-Van Camp, Inc. | Zero-sugar beverage composition |
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| JP3283713B2 (en) * | 1993-12-06 | 2002-05-20 | 武田薬品工業株式会社 | Composition containing water-insoluble or poorly soluble compound with improved water solubility |
| JPH07184597A (en) * | 1993-12-24 | 1995-07-25 | Toyo Seito Kk | Method for removing bitter taste, puckery taste and astringent taste from leaf extract of gymnema inodorum |
| JP2844520B2 (en) * | 1995-03-20 | 1999-01-06 | カーリントン ラボラトリーズ インコーポレーテッド | Aloe juice production method |
| TR200001149T2 (en) * | 1997-10-28 | 2000-08-21 | Unilever N.V. | A beverage that does not deteriorate in quality and is based on tea at room temperature. |
| EP1198182A1 (en) * | 1999-07-06 | 2002-04-24 | Société des Produits Nestlé S.A. | Isotonic juice drink for children |
| GB0011676D0 (en) * | 2000-05-15 | 2000-07-05 | Unilever Plc | Ambient stable beverage |
| RU2246953C1 (en) * | 2003-10-22 | 2005-02-27 | Федеральное государственное унитарное предпряитие "Государственный научный центр "Научно-исследовательский институт органических полупродуктов и красителей" (ФГУП "ГНЦ "НИОПИК") | Disinfecting agent |
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| JP2005348626A (en) * | 2004-06-08 | 2005-12-22 | Takashi Omori | Healthy drinking water and method for producing the same |
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| JP4648869B2 (en) | 2006-04-19 | 2011-03-09 | 長谷川香料株式会社 | Heat and light stable citral-containing acidic beverage |
| JP2009536822A (en) * | 2006-05-12 | 2009-10-22 | ザ・コカ−コーラ・カンパニー | Beverage preservative |
| US20070275140A1 (en) * | 2006-05-26 | 2007-11-29 | Paula Safko | Beverage compositions comprising a preservative system |
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| JP2010514794A (en) * | 2006-12-27 | 2010-05-06 | カーギル インコーポレイテッド | Cyclodextrin-encapsulated complex and method for preparing the complex |
| CA2672171A1 (en) | 2007-02-07 | 2008-08-14 | Laboratorios Miret, S.A. | New combination of cationic preservatives with taste-masking components |
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2009
- 2009-07-27 BR BRPI0916876-1A patent/BRPI0916876A2/en not_active IP Right Cessation
- 2009-07-27 JP JP2011522111A patent/JP2011530286A/en active Pending
- 2009-07-27 MX MX2011001516A patent/MX2011001516A/en unknown
- 2009-07-27 CA CA2733455A patent/CA2733455A1/en not_active Abandoned
- 2009-07-27 WO PCT/US2009/051803 patent/WO2010017050A1/en active Application Filing
- 2009-07-27 CN CN2009801348207A patent/CN102149292A/en active Pending
- 2009-07-27 RU RU2011108496/10A patent/RU2465790C1/en not_active IP Right Cessation
- 2009-07-27 EP EP09790838A patent/EP2312958A1/en not_active Withdrawn
- 2009-08-05 AR ARP090102996A patent/AR072916A1/en unknown
- 2009-11-03 US US12/510,348 patent/US20100040738A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104161040A (en) * | 2014-06-27 | 2014-11-26 | 中国人民解放军第三军医大学第一附属医院 | Hydroxypropyl-beta-cyclodextrin supermolecule clathrate compound of butyl p-hydroxybenzoate, and preparing method and using method thereof |
| CN104222080A (en) * | 2014-06-27 | 2014-12-24 | 中国人民解放军第三军医大学第一附属医院 | Propyl p-hydroxybenzoate and hydroxypropyl-beta-cyclodextrin supermolecular inclusion complex and preparation method and using method of inclusion complex |
Also Published As
| Publication number | Publication date |
|---|---|
| AR072916A1 (en) | 2010-09-29 |
| US20100040738A1 (en) | 2010-02-18 |
| MX2011001516A (en) | 2011-04-05 |
| RU2011108496A (en) | 2012-09-20 |
| BRPI0916876A2 (en) | 2015-07-28 |
| JP2011530286A (en) | 2011-12-22 |
| EP2312958A1 (en) | 2011-04-27 |
| WO2010017050A1 (en) | 2010-02-11 |
| RU2465790C1 (en) | 2012-11-10 |
| CA2733455A1 (en) | 2010-02-11 |
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Application publication date: 20110810 |